Cruise
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Jolly Express Cruise
1 Prince George Street 1 Prince George Street, Annapolis, United StatesDon't miss the Jolly Express Cruise! Annapolis’ favorite holiday activity makes its return for the 2025 holiday season. Miss Anne will be adorned with reindeer spirit for an intimate 45-minute …
$15 – $28 -
Christmas Express Cruise at Christmas Village
Baltimore Finger Piers 555 Light St, Baltimore, United StatesNew this season, Watermark is bringing holiday magic to Baltimore’s Inner Harbor with the Christmas Express Cruise at the Baltimore Christmas Village. Step aboard our festively decorated vessel and set …
$28 -
Lights Parade Dinner Cruise w/ Ken’s Creative Kitchen
Annapolis Landing Marina 980 Awald Road, Annapolis, United StatesJoin Watermark and Ken’s Creative Kitchen aboard Catherine Marie for an intimate holiday dinner. Live jazz and holiday classics with Fred Hughes and Steve Meashey will set the mood for …
$235 -
New Year’s Eve Annapolis Yacht Party
1 Prince George Street 1 Prince George Street, Annapolis, United StatesMake your New Year’s Eve memorable with this special family-friendly celebration on the water in Annapolis. Cruise aboard a Watermark yacht and dance to DJ Lampdawg’s tunes. Enjoy a complimentary …
$59 – $109 -
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Annapolis Harbor & USNA Cruise
1 Prince George Street 1 Prince George Street, Annapolis, United StatesStep aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear the history of the Naval Academy, Annapolis’ …
$10 – $25
